Shaped mixture of soap and phosphonate



SHAPED moan or soar AND PHOSPHONATE Joseph Niisslein, Frankfurtam Main, Germany, assignor to Metallgesellschaft Aktiengesellschaft, Frankfurt am Main, Germany, a corporation of Germany No Drawing. Application November 25", 1952, Serial No. 322,563

Claims priority, application Germany November 30, 1951 2 Claims. (Cl. 252-117) The invention relates to the manufacture of shaped washing agents disclosed in my co-pending patent application Serial Number 195,480 filed November 13, 1950, now abandoned.

In this patent application I have described the prepa-' ration of shaped washing agents based on the use of surface-active derivatives of phosphoric acids and more particularly esters of orthophosphoric acid in the form of their alkali metal salts, ammonium salts and amino salts.

While satisfactorily complying with their action as washing or cleansing agents these compounds have the disadvantage of being split-up when acted upon by strong alkaline agents; this is particularly so when for use together with soaps they are mixed with fatty acids or neutral oils and together saponified with caustic soda solution; as a consequence thereof valuable materials are frequently rendered unusable.

It is the main object of this invention to remedy this situation. In pursuance of this object it has been found that the above mentioned inconvenience of splitting of the phosphoric acid group is avoided and the advantages of obtaining soap preparations capable of a surprising shape stability are secured, if phosphonic acids or their alkali metal-, ammoniumor amino salts are used instead of the corresponding phosphoric acid esters or their salts.

The phosphonic acids may contain the same radicals which are described in the co-pending application Ser. No. 195,480 for the esters of orthophosphoric acid, i. e. alkyl, aryl, aralkyl, alkyl-aryl, cycloaliphatic, cycloaromatic and heterocyclic radicals having at least 4 C atoms per substituting group. The phosphorus atom may be linked directly to an aliphatic or aromatic radical according to the formula wherein R1 represents an aromatic radical, for instance, phenyl or naphthyl, if desired with a further substituent group such as the amino, alkyl amino, acyl amino, nitro, halogen, alkyl, hydroxyalkyl, and similar radicals.

These compounds may also have the formula wherein R2 represents an aliphatic, straight-chain or branched, or substituted radical.

In both cases, whether the radical is R1 or R2 as above defined, the surface active radical may be linked to the P atom by means of a carbon or nitrogen atom.

In the same manner as described in my co-pending application Serial No. 195,480 with regard to the esters of orthophosphoric acid and their derivatives, in the present case salts of the phosphonic acid derivatives, viz. alkali metal, ammonium, or amino salts may be used for the production of soap cakes and similar articles.

nitcd States Patent ice Similarly to the secondary esters of orthophosphoric acid having the same or different surface-active groups linked thereto compounds may be prepared from phosphonic acid derivatives in which at least one of the free hydrogen atoms are substituted by a second surface-active group linked ester-fashion, for instance, according to the general formulae, given below:

wherein R3 represents a surface-active radical similar to R1 or R2, from which it may, however, differ in certain details.

A molecule of the new derivatives may also contain several phosphonic acid radicals containing one or more surface-active groups, as shown below:

wherein R1, R2 and R3 represent organic radicals or may be hydrogen.

At least one of the radicals must be surface-active; n is an integer. These last mentioned compounds as well as their salts are likewise suited for making shaped washing and cleansing agents.

The phosphonic acid derivatives used in accordance with the invention are in their mode of application similar to the cleansing agents described in my co-pending application Serial No. 195,480. This applies more particularly to their use in admixture with alkali metal salts of fatty acids, sulfonated fatty acids and similar compounds. There is, moreover, a wide range of useful mixtures of surface-active phosphonic acid derivatives with the phosphoric acid esters and their salts as described in my copending application.

In the following the invention will be described by a number of examples which are presented by way of illustration and not of limitation and that many modifications of the compounds and their quantities may be made without departing from the spirit of my invention.

Example 1 To a fatty acid mixture comprising:

15% fatty acid from coconut oil 60 fatty acid from lard 5% oleic acid,

20% of a surface-active phosphonic acid derivative are added which was obtained by reacting 1 mol stearyl chloride with 1 mol amino-phenyl phosphonic acid; the mixture is neutralized in a conventional manner with NaOH. After cooling, a soap is obtained which is very hard, can be easily adjusted to neutral reaction and is in this respect superior to ordinary soaps, which it greatly surpasses in stability against the hardeners of the Water.

Example 2 25 parts of the sodium salt of the primary ester of orthophosphoric acid with octodecyl alcohol,

25 parts of the sodium salt of the primary ester of orthophc-sphoric acid with octodecyl tetrapoiyglycol and 40 parts of the sodium salt of the phosphonic acid derivative described in Example 1 are mixed with addition of 10 parts of water, stirred until complete homogenization is obtained, and compressed to bars.

The product thus obtained is a neutral, non-irritating shaving soap of high resistance to hard Water.

Since certain cahnges in carrying out the above process could be made without departing from the scope thereof, it is intended that all matter contained in the above description shall be interpreted as illustrative and not in a limiting sense. a

What I claim is:

1. A shaped washing and cleansing agent pressed in the form of a bar consisting essentially of a mixture of about 80 percent of oleic acid and fatty acids from coconut oil and lard and about 20% of stearyl amino phenyl phosphonic acid, said mixture neutralized With an alkali metal hydroxide.

2. A cleansing agent as in claim 1 wherein said alkali metal hydroxide is sodium hydroxide.

References Cited in the file of this patent UNITED STATES PATENTS Nuesslein May 2, Stevens et a1 Aug. 26, Dickey et a1 Dec. 7, Kosolapoff Mar. 26, Jayne Mar. 13, Kosolapoif Apr. 29,

FOREIGN PATENTS Great Britain Dec. 9, 

1. A SHAPED WASHING AND CLEANING AGENT PRESSED IN THE FORM OF A BAR CONSISTING ESSENTIALLY OF A MIXTURE OF ABOUT 80 PERCENT OF OLEIC ACID AND FATTY ACIDS FROM COCONUT OIL AND LARD AND ABOUT 20% OF STEARYL AMINO PHENYL PHOSPHONIC ACID, SAID MIXTURE NEUTRALIZED WITH AN ALKALI METAL HYDROXIDE. 